Formation Pathways of Mono- to Octa-Chlorinated Dibenzo‑p‑dioxins and Dibenzofurans in Main Organochemical Industries

The concentrations and formation pathways of mono- to octa-chlorinated dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) were investigated in main organochemical industries. High levels of PCDDs and PCDFs were detected. The total concentrations of 27 PCDD/F congeners in chloranil, 2,4-D, and 1,4-d...

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Published in:Environmental science & technology Vol. 49; no. 18; pp. 10945 - 10950
Main Authors: Han, Ying, Liu, Wenbin, Pan, Wenxiao, Wang, Pu, Tian, Zhenyu, Zhao, Yuyang, Wang, Mengjing, Chen, Xuebin, Liao, Xiao, Zheng, Minghui
Format: Journal Article
Language:English
Published: United States American Chemical Society 15-09-2015
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Abstract The concentrations and formation pathways of mono- to octa-chlorinated dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) were investigated in main organochemical industries. High levels of PCDDs and PCDFs were detected. The total concentrations of 27 PCDD/F congeners in chloranil, 2,4-D, and 1,4-dichlorobenzene were 5302397 ± 8944449, 20963 ± 15908, and 242 ± 67 pg g–1, respectively, and the less-chlorinated PCDD/F levels were 12006 ± 20155, 9536 ± 5594, and 195 ± 94 pg g–1, respectively. The distribution trends of less and more chlorinated PCDD/Fs were similar in different chemical plants because of their similar formation pathways, which may also be related to the degree of chlorination of chemical products and purification processes. 1,2,3,4-TeCDF and 2,4,8-TrCDF were selected as model molecules to calculate the bond dissociation energy, showing that 2-MCDF, 3-MCDF, and 2,8-DCDF are more easily formatted as shown by the analytical results. The formation pathways of less to more chlorinated PCDFs are proposed to explain why 2-MoCDF, 2,8-DiCDF, 2,4,8-TrCDF, and 2,3,4,7,8-PeCDF are the dominant congeners and to explain why 2,3,4,7,8-PeCDF is the largest contributor of I-TEQs in most studies.
AbstractList The concentrations and formation pathways of mono- to octa-chlorinated dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) were investigated in main organochemical industries. High levels of PCDDs and PCDFs were detected. The total concentrations of 27 PCDD/F congeners in chloranil, 2,4-D, and 1,4-dichlorobenzene were 5302397 ± 8944449, 20963 ± 15908, and 242 ± 67 pg g(-1), respectively, and the less-chlorinated PCDD/F levels were 12006 ± 20155, 9536 ± 5594, and 195 ± 94 pg g(-1), respectively. The distribution trends of less and more chlorinated PCDD/Fs were similar in different chemical plants because of their similar formation pathways, which may also be related to the degree of chlorination of chemical products and purification processes. 1,2,3,4-TeCDF and 2,4,8-TrCDF were selected as model molecules to calculate the bond dissociation energy, showing that 2-MCDF, 3-MCDF, and 2,8-DCDF are more easily formatted as shown by the analytical results. The formation pathways of less to more chlorinated PCDFs are proposed to explain why 2-MoCDF, 2,8-DiCDF, 2,4,8-TrCDF, and 2,3,4,7,8-PeCDF are the dominant congeners and to explain why 2,3,4,7,8-PeCDF is the largest contributor of I-TEQs in most studies.
The concentrations and formation pathways of mono- to octa-chlorinated dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) were investigated in main organochemical industries. High levels of PCDDs and PCDFs were detected. The total concentrations of 27 PCDD/F congeners in chloranil, 2,4-D, and 1,4-dichlorobenzene were 5302397 plus or minus 8944449, 20963 plus or minus 15908, and 242 plus or minus 67 pg g..., respectively, and the less-chlorinated PCDD/F levels were 12006 plus or minus 20155, 9536 plus or minus 5594, and 195 plus or minus 94 pg g..., respectively. The distribution trends of less and more chlorinated PCDD/Fs were similar in different chemical plants because of their similar formation pathways, which may also be related to the degree of chlorination of chemical products and purification processes. 1,2,3,4-TeCDF and 2,4,8-TrCDF were selected as model molecules to calculate the bond dissociation energy, showing that 2-MCDF, 3-MCDF, and 2,8-DCDF are more easily formatted as shown by the analytical results. The formation pathways of less to more chlorinated PCDFs are proposed to explain why 2-MoCDF, 2,8-DiCDF, 2,4,8-TrCDF, and 2,3,4,7,8-PeCDF are the dominant congeners and to explain why 2,3,4,7,8-PeCDF is the largest contributor of I-TEQs in most studies. (ProQuest: ... denotes formulae/symbols omitted.)
The concentrations and formation pathways of mono- to octa-chlorinated dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) were investigated in main organochemical industries. High levels of PCDDs and PCDFs were detected. The total concentrations of 27 PCDD/F congeners in chloranil, 2,4-D, and 1,4-dichlorobenzene were 5302397 ± 8944449, 20963 ± 15908, and 242 ± 67 pg g..., respectively, and the less-chlorinated PCDD/F levels were 12006 ± 20155, 9536 ± 5594, and 195 ± 94 pg g..., respectively. The distribution trends of less and more chlorinated PCDD/Fs were similar in different chemical plants because of their similar formation pathways, which may also be related to the degree of chlorination of chemical products and purification processes. 1,2,3,4-TeCDF and 2,4,8-TrCDF were selected as model molecules to calculate the bond dissociation energy, showing that 2-MCDF, 3-MCDF, and 2,8-DCDF are more easily formatted as shown by the analytical results. The formation pathways of less to more chlorinated PCDFs are proposed to explain why 2-MoCDF, 2,8-DiCDF, 2,4,8-TrCDF, and 2,3,4,7,8-PeCDF are the dominant congeners and to explain why 2,3,4,7,8-PeCDF is the largest contributor of I-TEQs in most studies. (ProQuest: ... denotes formulae/symbols omitted.)
Author Han, Ying
Tian, Zhenyu
Liao, Xiao
Wang, Pu
Chen, Xuebin
Liu, Wenbin
Zhao, Yuyang
Wang, Mengjing
Zheng, Minghui
Pan, Wenxiao
AuthorAffiliation State Key Laboratory of Environmental Chemistry and Ecotoxicology
Research Center for Eco-Environmental Sciences
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Snippet The concentrations and formation pathways of mono- to octa-chlorinated dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) were investigated in main...
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SubjectTerms Benzofurans - chemical synthesis
Chemical plants
Dioxins
Halogenation
Industry
Molecules
Organic chemistry
PCB
Polychlorinated biphenyls
Polychlorinated Dibenzodioxins - analogs & derivatives
Polychlorinated Dibenzodioxins - chemical synthesis
Thermodynamics
Title Formation Pathways of Mono- to Octa-Chlorinated Dibenzo‑p‑dioxins and Dibenzofurans in Main Organochemical Industries
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https://www.ncbi.nlm.nih.gov/pubmed/26301518
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